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Stetter Reaction (stetter + reaction)

Distribution by Scientific Domains
Chemistry100%

Selected Abstracts

The Mechanism of the Stetter Reaction , A DFT Study

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 33 2008
Kirsty J. Hawkes
Abstract On the basis of Breslow's mechanism for benzoin condensation, a model asymmetric Stetter reaction has been investigated using DFT methods. In contrast to the concerted benzoin condensation, after formation of the Breslow intermediate the Stetter reaction is found to be a two-step process in which the rate-determining C,C coupling of the Breslow intermediate and the Michael acceptor precedes final proton transfer. In addition, the enolamine is found to play a significant role in the stereochemistry of the product, with the energy difference between stereoisomers of this intermediate reflected throughout the remainder of the reaction sequence. Consequently, electronic and steric control of the stereochemistry of this intermediate should directly enhance the ee values of the product. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008) [source]

ChemInform Abstract: Fluorous Thiazolium Salts for the Intramolecular Stetter Reaction.

CHEMINFORM, Issue 18 2009
Osamu Hara
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

ChemInform Abstract: Catalytic Asymmetric Stetter Reaction onto Vinylphosphine Oxides and Vinylphosphonates.

CHEMINFORM, Issue 48 2008
Steven C. Cullen
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

A Highly Enantio- and Diastereoselective Catalytic Intramolecular Stetter Reaction.

CHEMINFORM, Issue 38 2005
Javier Read de Alaniz
Abstract For Abstract see ChemInform Abstract in Full Text. [source]

A Peptide-Catalyzed Asymmetric Stetter Reaction.

CHEMINFORM, Issue 22 2005
Steven M. Mennen
Abstract For Abstract see ChemInform Abstract in Full Text. [source]

Effect of the Michael Acceptor in the Asymmetric Intramolecular Stetter Reaction.

CHEMINFORM, Issue 7 2004
Mark S. Kerr
Abstract For Abstract see ChemInform Abstract in Full Text. [source]

ChemInform Abstract: Tributylphosphine-Catalyzed Stetter Reaction of N,N-Dimethylacrylamide: Synthesis of N,N-Dimethyl-3-aroylpropionamides.

CHEMINFORM, Issue 21 2002
Ji Hyeon Gong
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

The Mechanism of the Stetter Reaction , A DFT Study

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 33 2008
Kirsty J. Hawkes
Abstract On the basis of Breslow's mechanism for benzoin condensation, a model asymmetric Stetter reaction has been investigated using DFT methods. In contrast to the concerted benzoin condensation, after formation of the Breslow intermediate the Stetter reaction is found to be a two-step process in which the rate-determining C,C coupling of the Breslow intermediate and the Michael acceptor precedes final proton transfer. In addition, the enolamine is found to play a significant role in the stereochemistry of the product, with the energy difference between stereoisomers of this intermediate reflected throughout the remainder of the reaction sequence. Consequently, electronic and steric control of the stereochemistry of this intermediate should directly enhance the ee values of the product. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008) [source]